N-cyclooctyl-benzenesulfonamide | 424804-47-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-cyclooctyl-benzenesulfonamide
• 英文别名: N-cyclooctylbenzenesulfonamide
• CAS: 424804-47-7
• 化学式: C₁₄H₂₁NO₂S
• mdl: MFCD01986028
• 分子量: 267.392
• InChiKey: OSNSFTACGYWGRU-UHFFFAOYSA-N

物化性质

• 熔点：
  60-62 °C
• 沸点：
  404.2±28.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)
• 溶解度：
  30 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯磺酰胺 、 cyclooctene 在 silica gel supported triflic acid 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以72%的产率得到N-cyclooctyl-benzenesulfonamide
  参考文献：
  名称：

  The hydroamination of alkenes with sulfonamides catalyzed by the recyclable silica gel supported triflic acid

  摘要：

  The vast applications of triflic acid (TfOH) in catalysis are severely limited by its corrosive and fuming properties. Immobilization of TfOH on silica gel well solves these problems and affords efficient recovery and reusability of TfOH. Two types of supported TfOH, the prepared silica gel supported TfOH and the in situ silica gel adsorbed TfOH, both exhibit good catalytic activity and reusability in the hydroamination of alkene with sulfonamide. The in situ silica gel adsorbed catalyst has been used for 5 runs with maintained reactivities and yields, which are superior to the performance of the prepared silica gel supported TfOH. For a series of alkenes and various sulfonamides, the heterogeneous hydroamination reactions catalyzed by both types of silica gel supported TfOH to afford similar moderate to excellent yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.025

文献信息

• 10.1021/acs.orglett.4c01063
  作者：Sonawane, Sachin C.、Sabharwal, Gazal、Balakrishna, Maravanji S.

  DOI：10.1021/acs.orglett.4c01063

  日期：——

  method, C(sp3)–N bond formation was achieved through the activation of very challenging C(sp3)–H bonds in cycloalkanes, alkenes, allyl groups, and benzyl groups, with tolerance toward ketonic groups, heterocycles, and halide functionalities. One of the precatalysts, (PNHP-Cu-Npht) was isolated and structurally characterized. Isomerization in allyl-functionalized alkanes and selective benzylic alkylation

  在此，我们描述了一种无酸碱、可持续且有效的方法，使用二聚 Cu I配合物 [Cu I o -Ph 2 PC 6 H 4 CONC 6 H 4 PPh 2直接酰胺化未活化的烷烃和甲苯衍生物。 - o } 2 ]（此处以后称为[PNP-Cu] 2 ）。使用这种方法，通过激活环烷烃、烯烃、烯丙基和苄基中非常具有挑战性的C(sp 3 )-H键，实现了C(sp 3 )-N键的形成，并且对酮基、杂环和卤化物功能。对其中一种预催化剂 (PNHP-Cu-Npht) 进行了分离和结构表征。观察到烯丙基官能化烷烃的异构化和酮的选择性苄基烷基化。这是一种通过邻苯二甲酰亚胺、磺酰胺、苯甲酰胺和磷酰胺直接 N-烷基化形成 C(sp 3 )–N 键的新方法。
• US4022828A
  申请人：——

  公开号：US4022828A

  公开（公告）日：1977-05-10
• US4053458A
  申请人：——

  公开号：US4053458A

  公开（公告）日：1977-10-11
• The hydroamination of alkenes with sulfonamides catalyzed by the recyclable silica gel supported triflic acid
  作者：Pei Nian Liu、Fei Xia、Zheng Le Zhao、Qing Wei Wang、Yu Jie Ren

  DOI：10.1016/j.tetlet.2011.09.025

  日期：2011.11

  The vast applications of triflic acid (TfOH) in catalysis are severely limited by its corrosive and fuming properties. Immobilization of TfOH on silica gel well solves these problems and affords efficient recovery and reusability of TfOH. Two types of supported TfOH, the prepared silica gel supported TfOH and the in situ silica gel adsorbed TfOH, both exhibit good catalytic activity and reusability in the hydroamination of alkene with sulfonamide. The in situ silica gel adsorbed catalyst has been used for 5 runs with maintained reactivities and yields, which are superior to the performance of the prepared silica gel supported TfOH. For a series of alkenes and various sulfonamides, the heterogeneous hydroamination reactions catalyzed by both types of silica gel supported TfOH to afford similar moderate to excellent yields. (C) 2011 Elsevier Ltd. All rights reserved.